GB418561A - Manufacture of photographic sensitizing dyes - Google Patents
Manufacture of photographic sensitizing dyesInfo
- Publication number
- GB418561A GB418561A GB6495/34A GB649534A GB418561A GB 418561 A GB418561 A GB 418561A GB 6495/34 A GB6495/34 A GB 6495/34A GB 649534 A GB649534 A GB 649534A GB 418561 A GB418561 A GB 418561A
- Authority
- GB
- United Kingdom
- Prior art keywords
- condensed
- oxythionaphthene
- molar proportion
- compound
- alcoholic sodium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/08—Sensitivity-increasing substances
- G03C1/10—Organic substances
- G03C1/12—Methine and polymethine dyes
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Abstract
Dyes having a sensitizing action on photographic silver halide emulsions are prepared by condensing two molar proportion of a compound of the formula <FORM:0418561/IV/1> or <FORM:0418561/IV/2> (wherein R stands for an unsubstituted or substituted phenylene residue or a condensed ring system such as naphthalene, anthracene, acenaphthlene, diphenyloxide, carbazole, and X stands for sulphur or selenium) with one molar proportion of a tetrahalogen methane or an ester of orthoformic acid or of a homologous orthocarboxylic acid, in presence of a basic condensing agent such as sodium ethylate. Or these dyes are prepared by condensing one molar proportion of a compound <FORM:0418561/IV/3> or <FORM:0418561/IV/4> with one molar proportion of a compound <FORM:0418561/IV/5> or <FORM:0418561/IV/6> (wherein R and R<1> stand for substituted or unsubstituted phenylene residues or residues of condensed ring systems and may stand for the same or different residues and X and Y stand for the same or different atoms sulphur or selenium). By choosing suitable 3-oxythionaphthenes or 3-oxyselenonaphthenes or derivatives of these either symmetrical or unsymmetrical dyes are obtained; substituents mentioned in the ring systems R and R<1> are halogen, alkyl, alkoxy, sulphalkyl, and substituted and unsubstituted amino groups. In examples: (1) 3-oxythionaphthene is condensed with 2-formyl-3-oxythionaphthene in glacial acetic acid and in presence of hydrogen chloride: (2) 3-oxyselenonaphthene is condensed with 2-formyl-3-oxy-4-methyl-6-chlorothionaphthene in presence of alcoholic sodium ethylate: (3) 3-oxythionaphthene is condensed with carbon tetrachloride in alcohol in presence of sodium ethylate: (4) 3-oxythionaphthene is condensed with ethylorthoacetate in alcoholic sodium ethylate: (5) 4,5-benzo-3-oxythionaphthene is condensed with ethyl orthoacetate in alcoholic sodium methylate: (6) 5-chloro-3-oxythionaphthene is condensed with ethyl orthoacetate in alcoholic sodium methylate: (7) 2-formyl-3-oxythionaphthene is condensed with 4,5-benzo-3-oxythionaphthene in presence of alcoholic sodium methylate. Those starting materials derived from poly-nuclear ring systems are derived as described in British Specification 396,011 and in German Specifications 224,567, 239,093, and 240,118 or analogously. British Specification 416,664 also is referred to. The Specification as open to inspection under Sect. 91 comprises all the above processes applied in relation to compounds of the specified general formulae wherein X and Y additionally stands for oxygen; coumaranone is specified as starting-material in this connection. A further process of manufacture is specified wherein one molar proportion of a compound of the formula <FORM:0418561/IV/7> or <FORM:0418561/IV/8> is condensed with one molar proportion of a ketone of the formula <FORM:0418561/IV/9> or <FORM:0418561/IV/100> (wherein R and R<1> are as above, X and Y represent oxygen, sulphur or selenium, and Z represents alkyl). This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE416664X | 1932-01-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB418561A true GB418561A (en) | 1934-10-26 |
Family
ID=6448608
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB6495/34A Expired GB418561A (en) | 1932-01-19 | 1933-01-19 | Manufacture of photographic sensitizing dyes |
GB1830/33A Expired GB416664A (en) | 1932-01-19 | 1933-01-19 | Process for sensitizing photographic silver halide emulsions |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1830/33A Expired GB416664A (en) | 1932-01-19 | 1933-01-19 | Process for sensitizing photographic silver halide emulsions |
Country Status (3)
Country | Link |
---|---|
US (1) | US2032506A (en) |
FR (1) | FR749239A (en) |
GB (2) | GB418561A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4026884A (en) * | 1973-07-02 | 1977-05-31 | Eastman Kodak Company | Methyne dyes and photographic elements |
US4080496A (en) * | 1975-04-14 | 1978-03-21 | Eastman Kodak Company | Methyne dyes and photographic elements |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2621125A (en) * | 1946-11-22 | 1952-12-09 | Gevaert Photo Prod Nv | Light-sensitive photographic element having a light-absorbing layer |
US5035977A (en) * | 1989-06-16 | 1991-07-30 | Eastman Kodak Company | Infrared absorbing oxonol dyes for dye-donor element used in laser-induced thermal dye transfer |
-
1933
- 1933-01-14 US US651846A patent/US2032506A/en not_active Expired - Lifetime
- 1933-01-19 FR FR749239D patent/FR749239A/en not_active Expired
- 1933-01-19 GB GB6495/34A patent/GB418561A/en not_active Expired
- 1933-01-19 GB GB1830/33A patent/GB416664A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4026884A (en) * | 1973-07-02 | 1977-05-31 | Eastman Kodak Company | Methyne dyes and photographic elements |
US4080496A (en) * | 1975-04-14 | 1978-03-21 | Eastman Kodak Company | Methyne dyes and photographic elements |
Also Published As
Publication number | Publication date |
---|---|
US2032506A (en) | 1936-03-03 |
FR749239A (en) | 1933-07-20 |
GB416664A (en) | 1934-09-19 |
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